Base-controlled divergent synthesis of vinyl sulfones from (benzylsulfonyl)benzenes and paraformaldehyde

2020 ◽  
Vol 18 (18) ◽  
pp. 3527-3535
Author(s):  
Fuhong Xiao ◽  
Yangling Hu ◽  
Huawen Huang ◽  
Fen Xu ◽  
Guo-Jun Deng
Keyword(s):  
Vinyl Sulfone ◽  
Metal Free ◽  
Selectivity Control ◽  
Sulfone Derivatives

A tuneable metal-free protocol for the selective preparation of α-substituted vinyl sulfone and (E)-vinyl sulfone derivatives has been described. The base played an important role in the selectivity control of transformation.

scholarly journals Identification of Vinyl Sulfone Derivatives as EGFR Tyrosine Kinase Inhibitor: In Vitro and In Silico Studies

Molecules ◽  
2021 ◽  
Vol 26 (8) ◽  
pp. 2211
Author(s):  
Thitinan Aiebchun ◽  
Panupong Mahalapbutr ◽  
Atima Auepattanapong ◽  
Onnicha Khaikate ◽  
Supaphorn Seetaha ◽  
...  
Keyword(s):  
Tyrosine Kinase ◽  
Inhibitory Activity ◽  
In Silico ◽  
Kinase Inhibitor ◽  
Kinase Assay ◽  
Vinyl Sulfone ◽  
Egfr Tyrosine Kinase ◽  
In Silico Studies ◽  
Sulfone Derivatives

Epidermal growth factor receptor (EGFR), overexpressed in many types of cancer, has been proved as a high potential target for targeted cancer therapy due to its role in regulating proliferation and survival of cancer cells. In the present study, a series of designed vinyl sulfone derivatives was screened against EGFR tyrosine kinase (EGFR-TK) using in silico and in vitro studies. The molecular docking results suggested that, among 78 vinyl sulfones, there were eight compounds that could interact well with the EGFR-TK at the ATP-binding site. Afterwards, these screened compounds were tested for the inhibitory activity towards EGFR-TK using ADP-Glo™ kinase assay, and we found that only VF16 compound exhibited promising inhibitory activity against EGFR-TK with the IC50 value of 7.85 ± 0.88 nM. In addition, VF16 showed a high cytotoxicity with IC50 values of 33.52 ± 2.57, 54.63 ± 0.09, and 30.38 ± 1.37 µM against the A431, A549, and H1975 cancer cell lines, respectively. From 500-ns MD simulation, the structural stability of VF16 in complex with EGFR-TK was quite stable, suggesting that this compound could be a novel small molecule inhibitor targeting EGFR-TK.

Vinyl sulfone synthesis via copper-catalyzed three-component decarboxylative addition

2021 ◽  
Vol 19 (36) ◽  
pp. 7827-7831
Author(s):  
Seunghwan An ◽  
Kwang Ho Song ◽  
Sunwoo Lee
Keyword(s):  
Boronic Acids ◽  
Vinyl Sulfone ◽  
Sulfone Derivatives

The synthesis of vinyl sulfone derivatives via the reaction of arylpropiolic acids, K2S2O5, and aryl boronic acids is reported.

Visible-Light-Induced Chemoselective Synthesis of α-Chloro and Vinyl Sulfones by Sulfonylation of Alkenes

Synlett ◽  
2017 ◽  
Vol 29 (03) ◽  
pp. 364-368 ◽  
Author(s):  
Teng-fei Niu ◽  
Bang-qing Ni ◽  
Dan Lin ◽  
Lin-shuang Xue ◽  
Ding-yun Jiang
Keyword(s):  
Visible Light ◽  
Electronic Properties ◽  
Room Temperature ◽  
Sulfonyl Chloride ◽  
Vinyl Sulfone ◽  
Chemoselective Synthesis ◽  
High Yields ◽  
Sulfone Derivatives

Direct sulfonylation between alkenes and sulfonyl chloride was achieved at room temperature by a visible-light-induced photo­redox process. This method allows the chemoselective synthesis of α-chloro and vinyl sulfone derivatives with moderate to high yields. The selectivity of the reaction was fully controlled by the electronic properties of the alkenes.

Triptycene-containing Poly(vinylene sulfone) derivatives from a metal-free thiol-yne click polymerization followed by a mild oxidation reaction

Polymer ◽  
2018 ◽  
Vol 154 ◽  
pp. 233-240 ◽  
Author(s):  
Bassam Alameddine ◽  
Noorullah Baig ◽  
Suchetha Shetty ◽  
Saleh Al-Mousawi ◽  
Fakhreia Al-Sagheer
Keyword(s):  
Oxidation Reaction ◽  
Mild Oxidation ◽  
Metal Free ◽  
Free Thiol ◽  
Click Polymerization ◽  
Sulfone Derivatives

Metal-Free Route to Carboxylated 1,4-Disubstituted 1,2,3-Triazoles from Methoxycarbonyl-Modified Vinyl Sulfone

2019 ◽  
Vol 84 (23) ◽  
pp. 15437-15447 ◽  
Author(s):  
Jayanta Das ◽  
Santu Dey ◽  
Tanmaya Pathak
Keyword(s):  
Vinyl Sulfone ◽  
Metal Free
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